JPS5461191A - Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acids - Google Patents
Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acidsInfo
- Publication number
- JPS5461191A JPS5461191A JP12500177A JP12500177A JPS5461191A JP S5461191 A JPS5461191 A JP S5461191A JP 12500177 A JP12500177 A JP 12500177A JP 12500177 A JP12500177 A JP 12500177A JP S5461191 A JPS5461191 A JP S5461191A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- disulfide compound
- 7beta
- cephem
- amino
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Cephalosporin Compounds (AREA)
Abstract
PURPOSE: To prepare the title antibiotic in high yields easily, by ring closure of a readily available disulfide compound obtained from penicillin S-oxide with sodium nitride in one step.
CONSTITUTION: A disulfide compound of formula I: (R1 is acyl group; R2 is H or protective group of primary amino group bonded to R1: R3 is ester residue; R4 is organic residue) is treated with 0.01W10%, preferably 0.1W0.5% based on the weight of the disulfide compound of sodium nitride or hydrazoic acid in an aprotic polar solvent, e.g. dimethyl sulfoxide, hexamethyl phosphoric triamide to give the desired compounds of formula II. The reaction is at 0W80°C, preferably 5W40°C, for 1W5hr. The compound of formula I can be readily obtained from an S-oxide of penicillin G or V.
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12500177A JPS5461191A (en) | 1977-10-18 | 1977-10-18 | Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acids |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12500177A JPS5461191A (en) | 1977-10-18 | 1977-10-18 | Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acids |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS5461191A true JPS5461191A (en) | 1979-05-17 |
Family
ID=14899416
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP12500177A Pending JPS5461191A (en) | 1977-10-18 | 1977-10-18 | Preparation of 7beta-amino-3-methyl-3-cephem-4-carboxylic acids |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5461191A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5336805A (en) * | 1991-08-13 | 1994-08-09 | Dsm N.V. | Process for preparing an α-amino acid, the corresponding ester and amide |
-
1977
- 1977-10-18 JP JP12500177A patent/JPS5461191A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5336805A (en) * | 1991-08-13 | 1994-08-09 | Dsm N.V. | Process for preparing an α-amino acid, the corresponding ester and amide |
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